Molecular structure of (R)-3-Hydroxymyristic Acid, CAS Number: 28715-21-1
(R)-3-Hydroxymyristic Acid (CAS 28715-21-1)
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Alternate Names:
(R)-3-Hydroxytetradecanoic Acid; (3R)-3-Hydroxy-tetradecanoic Acid; D-3-Hydroxytetradecanoic Acid
Application:
(R)-3-Hydroxymyristic Acid is a component of bacterial Lipid A
CAS Number:
28715-21-1
Molecular Weight:
244.37
Molecular Formula:
C14H28O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
(R)-3-Hydroxymyristic acid is a naturally occurring fatty acid that can be found in numerous plants, animals, and microorganisms. As a monounsaturated omega-9 fatty acid, it plays a vital role in various biological processes. This compound serves as a intermediate in the synthesis of polyunsaturated fatty acids and acts as a precursor for the production of glyceride lipids. While the precise mechanism of action of (R)-3-Hydroxymyristic acid remains incompletely understood, researchers believe that its effects stem from the activation of several pathways, including PPAR-alpha, PPAR-gamma, and LXR-alpha. These pathways regulate inflammation, lipid metabolism, and glucose metabolism. Additionally, (R)-3-Hydroxymyristic acid has been found to activate the transcription factor NF-kB, which governs inflammatory and immune responses.
(R)-3-Hydroxymyristic Acid (CAS 28715-21-1) References
- Crystal structure and catalytic mechanism of the LPS 3-O-deacylase PagL from Pseudomonas aeruginosa. | Rutten, L., et al. 2006. Proc Natl Acad Sci U S A. 103: 7071-6. PMID: 16632613
- Nucleotide substrate recognition by UDP-N-acetylglucosamine acyltransferase (LpxA) in the first step of lipid A biosynthesis. | Ulaganathan, V., et al. 2007. J Mol Biol. 369: 305-12. PMID: 17434525
- Active-site architecture and catalytic mechanism of the lipid A deacylase LpxR of Salmonella typhimurium. | Rutten, L., et al. 2009. Proc Natl Acad Sci U S A. 106: 1960-4. PMID: 19174515
- FadD from Pseudomonas putida CA-3 is a true long-chain fatty acyl coenzyme A synthetase that activates phenylalkanoic and alkanoic acids. | Hume, AR., et al. 2009. J Bacteriol. 191: 7554-65. PMID: 19820085
- Palmitoylation state impacts induction of innate and acquired immunity by the Salmonella enterica serovar typhimurium msbB mutant. | Kong, Q., et al. 2011. Infect Immun. 79: 5027-38. PMID: 21930761
- A continuous fluorescent enzyme assay for early steps of lipid A biosynthesis. | Jenkins, RJ. and Dotson, GD. 2012. Anal Biochem. 425: 21-7. PMID: 22381368
- Dual targeting antibacterial peptide inhibitor of early lipid A biosynthesis. | Jenkins, RJ. and Dotson, GD. 2012. ACS Chem Biol. 7: 1170-7. PMID: 22530734
- A high-throughput-compatible fluorescence anisotropy-based assay for competitive inhibitors of Escherichia coli UDP-N-acetylglucosamine acyltransferase (LpxA). | Shapiro, AB., et al. 2013. J Biomol Screen. 18: 341-7. PMID: 23015018
- Three-dimensional mapping of differential amino acids of human, murine, canine and equine TLR4/MD-2 receptor complexes conferring endotoxic activation by lipid A, antagonism by Eritoran and species-dependent activities of Lipid IVA in the mammalian LPS sensor system. | Scior, T., et al. 2013. Comput Struct Biotechnol J. 7: e201305003. PMID: 24688739
- Adaptive defence-related changes in the metabolome of Sorghum bicolor cells in response to lipopolysaccharides of the pathogen Burkholderia andropogonis. | Mareya, CR., et al. 2020. Sci Rep. 10: 7626. PMID: 32376849
- A chronic strain of the cystic fibrosis pathogen Pandoraea pulmonicola expresses a heterogenous hypo-acylated lipid A. | Pither, MD., et al. 2021. Glycoconj J. 38: 135-144. PMID: 33048281
- Antibiofilm and antifungal activities of medium-chain fatty acids against Candida albicans via mimicking of the quorum-sensing molecule farnesol. | Lee, JH., et al. 2021. Microb Biotechnol. 14: 1353-1366. PMID: 33252828
- Lipopolysaccharide from Gut-Associated Lymphoid-Tissue-Resident Alcaligenes faecalis: Complete Structure Determination and Chemical Synthesis of Its Lipid A. | Shimoyama, A., et al. 2021. Angew Chem Int Ed Engl. 60: 10023-10031. PMID: 33522128
- A left-handed parallel beta helix in the structure of UDP-N-acetylglucosamine acyltransferase. | Raetz, CR. and Roderick, SL. 1995. Science. 270: 997-1000. PMID: 7481807
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(R)-3-Hydroxymyristic Acid, 10 mg | sc-208231A | 10 mg | $141.00 | |||
(R)-3-Hydroxymyristic Acid, 25 mg | sc-208231B | 25 mg | $203.00 | |||
(R)-3-Hydroxymyristic Acid, 50 mg | sc-208231C | 50 mg | $307.00 | |||
(R)-3-Hydroxymyristic Acid, 100 mg | sc-208231 | 100 mg | $411.00 | |||
(R)-3-Hydroxymyristic Acid, 500 mg | sc-208231D | 500 mg | $1670.00 | |||
(R)-3-Hydroxymyristic Acid, 1 g | sc-208231E | 1 g | $2918.00 |